Synthesis of 2‑(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole

The trinitromethyl group plays a crucial role in the\nenergetic\nmaterial industry due to its high oxygen balance and energetic properties.\nThis study focuses on the synthesis of dinitrophenyl-substituted trinitromethyl-1,3,4-oxadiazole.\nThe introduction of dinitrophenyl groups to trinitromethyl-1,3,4-oxadiazole\naims to improve its stability against heat-induced decomposition,\na critical factor in ensuring the safe and reliable performance of\nenergetic materials. Consequently, 2-(3,5-dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole\n(<b>6</b>) was designed and synthesized. Compound <b>6</b> exhibited a remarkable thermal decomposition temperature of 117\n°C, surpassing that of all other 1,3,4-oxadiazoles bearing the\ntrinitromethyl group. This research highlights the incorporation of\nthe dinitrophenyl ring to elevate the thermal decomposition temperature\nof the trinitromethyl group attached to the 1,3,4-oxadiazole ring,\nthereby presenting novel strategies for enhancing the thermal stability\nof these compounds.

Publication Details

Journal
Figshare
Published
2024-11-20
DOI
https://doi.org/10.1021/acs.joc.4c02212.s001
Primary Topic
Energetic Materials and Combustion
Type
article
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article

Synthesis of 2‑(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole

Figshare
Energetic Materials and Combustion
article

Synthesis of 2‑(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole

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Abstract

The trinitromethyl group plays a crucial role in the\nenergetic\nmaterial industry due to its high oxygen balance and energetic properties.\nThis study focuses on the synthesis of dinitrophenyl-substituted trinitromethyl-1,3,4-oxadiazole.\nThe introduction of dinitrophenyl groups to trinitromethyl-1,3,4-oxadiazole\naims to improve its stability against heat-induced decomposition,\na critical factor in ensuring the safe and reliable performance of\nenergetic materials. Consequently, 2-(3,5-dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole\n(<b>6</b>) was designed and synthesized. Compound <b>6</b> exhibited a remarkable thermal decomposition temperature of 117\n°C, surpassing that of all other 1,3,4-oxadiazoles bearing the\ntrinitromethyl group. This research highlights the incorporation of\nthe dinitrophenyl ring to elevate the thermal decomposition temperature\nof the trinitromethyl group attached to the 1,3,4-oxadiazole ring,\nthereby presenting novel strategies for enhancing the thermal stability\nof these compounds.

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